1-Methyl-1H-imidazole-4-carbaldehyde

Base Information

• Chemical Name: 1-Methyl-1H-imidazole-4-carbaldehyde
• CAS No.: 17289-26-8
• Molecular Formula: C5H6 N2 O
• Molecular Weight: 110.115
• Hs Code.: 2933290090
• Mol file: 17289-26-8.mol

Synonyms:Imidazole-4-carboxaldehyde,1-methyl- (6CI,8CI);1-Methyl-1H-imidazole-4-carboxaldehyde;1-Methylimidazole-4-carboxaldehyde;4-Formyl-1-methylimidazole;

Chemical Property of 1-Methyl-1H-imidazole-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.00114mmHg at 25°C
• Melting Point: 68-69℃
• Refractive Index: 1.552
• Boiling Point: 300.1°C at 760 mmHg
• PKA: 2.94±0.61(Predicted)
• Flash Point: 135.3°C
• PSA: 34.89000
• Density: 1.14g/cm³
• LogP: 0.23260
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-1H-imidazole-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Methyl-1H-imidazole-4-carbaldehyde (cas# 17289-26-8) was identified in the methanolic extract of red Vitis Vinifera peel.

Technology Process of 1-Methyl-1H-imidazole-4-carbaldehyde

There total 10 articles about 1-Methyl-1H-imidazole-4-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4(5)formylimidazole (3034-50-2) + methyl iodide (74-88-4) → 1-methyl-1H-imidazole-4-carbaldehyde (17289-26-8)

Guidance literature:

4⁽⁵⁾formylimidazole; With sodium hydride; In tetrahydrofuran; mineral oil; at -78 - 20 ℃; for 0.166667h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; mineral oil; at -78 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1055/s-0035-1562796

Reference yield: 90.0%

1-[2-(trimethylsilyl)ethoxymethyl]imidazole-5-carboxaldehyde (118004-64-1) + methyl trifluoromethanesulfonate (333-27-7) → 1-methyl-1H-imidazole-4-carbaldehyde (17289-26-8)

Guidance literature:

In toluene; at 0 ℃;

DOI:10.3987/COM-94-6926

Reference yield: 77.0%

hydroxymethylene-4 N-methylimidazole (17289-25-7) → 1-methyl-1H-imidazole-4-carbaldehyde (17289-26-8)

Guidance literature:

With manganese(IV) oxide; In acetone; at 60 ℃; for 12h; Inert atmosphere;

upstream raw materials:

N,N-dimethyl-formamide

1-Methyl-4,5-dibromoimidazole-2-carboxylic acid

1-[2-(trimethylsilyl)ethoxymethyl]imidazole-5-carboxaldehyde

methyl trifluoromethanesulfonate

Downstream raw materials:

(5S,1'R)-5-<<3'-<(1-methyl-1H-imidazol-4-yl)methyl>-5'-oxocyclohex-3'-en-1'-yl>methyl>-1-(phenylmethyl)pyrrolidin-2-one

(E)-3-(1-methyl-1H-imidazol-4-yl)-1-phenylprop-2-en-1-one

3-(1-methylimidazol-4-yl)propionaldehyde

Refernces

• 1、 Capon, Robert J.,Vuong, Dat,McNally, Michelle,Peterle, Torsten,Trotter, Nicholas,Lacey, Ernest,Gill, Jennifer H.. "(+)-Echinobetaine B: Isolation, structure elucidation, synthesis and preliminary SAR studies on a new nematocidal betaine from a southern Australian marine sponge, Echinodictyum sp". . p. 118 - 122. Retrieved 2005.
• 2、 -. "BICYCLIC COMPOUNDS". Paragraph 00599. . Retrieved 2020/06/01.
• 3、 -. "BIARYL PYRAZOLES AS NRF2 REGULATORS". Page/Page column 475. . Retrieved 2017/08/01.